EP-1579
Chemical Name: 4''-Acetyl-6-O-methyl-11-O-[5-(4-phenyl-1H-imidazol-1-yl)-2-pentenyl]erythromycin A
项目整合开发状态: Biological Testing
项目研究机构: Enanta Pharmaceuticals (Originator)
合成路线:Alkylation of clarithromycin diacetate (I) with allyl t-butyl carbonate (II) in the presence of palladium catalyst affords the 11-O-allyl ether (III).Subsequent metathesis reaction between ally ether (III) and 1-butenyl-4-phenylimidazole (IV) employing Grubb's catalyst provides adduct (V).Finally,methanolysis of the 2'-acetate ester of (V) gives rise to the target compound.
📌 参考资料/链接：
参考文献标题:11-O-Substd.macrolides and their descladinose derivs.
文献作者:Or,Y.S.; Phan,L.T.; Niu,D.(Enanta Pharmaceuticals,Inc.)
参考来源:US 2003114396; US 6673774; WO 0347600
📄 详细内容
合成路线:Alkylation of clarithromycin diacetate (I) with allyl t-butyl carbonate (II) in the presence of palladium catalyst affords the 11-O-allyl ether (III).Subsequent metathesis reaction between ally ether (III) and 1-butenyl-4-phenylimidazole (IV) employing Grubb's catalyst provides adduct (V).Finally,methanolysis of the 2'-acetate ester of (V) gives rise to the target compound.
参考文献标题:Syntheses and antibacterial activities of novel 11-O-substituted macrolide and ketolide derivatives
文献作者:Niu,D.; Phan,L.T.; Haley,T.; Polemeropoulos,A.; Or,Y.
参考来源:42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002,San Diego) 2002,Abst F-1666